
%0 Journal Article
%A Chandler, CJ 
%A Craik, DJ 
%A Waterman, KJ 
%T A Novel Route to the Dibenzofuran Ring System: Possible Applications as a Rigid Thyroid Hormone Template
%J Australian Journal of Chemistry
%D 1989/08/01
%V 42
%N 8
%P 1407-1413
%K 
%R https://doi.org/10.1071/CH9891407
%U https://www.publish.csiro.au/paper/CH9891407 
%X Photochemical cyclization reactions of iodinated diphenyl ethers to produce dibenzofuran derivatives have been studied. While U.V. irradiation of the thyroid hormone thyroxine produces a complex mixture of products, treatment of the thyroid hormone analogue 3,5-diiodo-4-(4'-methyoxphenoxy)nitrobenzene with U.V. light yielded 4-iodo-8-methoxy-2-nitrodibenzofuran (34%) in a clean reaction. The functionalized dibenzofuran framework produced in this reaction has considerable potential for the development of novel, rigid thyroid hormone analogues. 
